tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate

Name: tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 864754-13-2
Cat. No. CS-0145161
Purity≥96%
MDL No.MFCD08706021

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tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate|CS-0145161

Structure of 864754-13-2

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General Information

CAS No. 864754-13-2
Cat. No. CS-0145161
Purity ≥96%
MDL No. MFCD08706021
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₃₃BN₂O₅
Molecular Weight 416.33
Synonym(s) None
SMILES O=C(OC(C)(C)C)N1CCN(C(=O)C2=CC=C(C=C2)B3OC(C)(C)C(O3)(C)C)CC1

Description

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The piperazine core offers versatile functionalization potential, while the tert-butyl carbamate provides stability and ease of removal under mild acidic conditions. This reagent streamlines access to complex biaryl-piperazine scaffolds in medicinal chemistry.

Application

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables reliable coupling with aryl halides under mild conditions, while the piperazine-carboxylate scaffold provides a stable, bench-ready platform for constructing complex pharmaceutical intermediates. Functional group tolerance and ease of purification support its use in iterative synthesis workflows.

Synthesis

Route1
- In-stock
  
  180516-87-4
- 57260-71-6
- ~69%
- In-stock
  
  864754-13-2
References
- Bioorganic and Medicinal Chemistry, , vol. 20, # 16 p. 5012 - 5016
Route2
- In-stock
  
  76-09-5
- ~%
- In-stock
  
  864754-13-2
References
- Bioorganic and Medicinal Chemistry, , vol. 20, # 16 p. 5012 - 5016

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

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Computational Chemistry Data

TPSA 68.31
LogP 2.6787
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

864754-13-2 sigma864754-13-2 manufacturer864754-13-2 price864754-13-2 structure864754-13-2 SDSbuy 864754-13-2864754-13-2 supplier864754-13-2 uses864754-13-2 molecular weightprice of 864754-13-2864754-13-2 chemical name formula of 864754-13-2

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tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)piperazine-1-carboxylate

CAS No. 864754-13-2

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